Fernando Olivares, Francisco Lazcano, M. Castillo, M. Barua, J. Escalada, Graciela Pinto Vitorino
{"title":"Solvatochromism and Thermochromism of Fluconazole: An Experimental and Theoretical Study","authors":"Fernando Olivares, Francisco Lazcano, M. Castillo, M. Barua, J. Escalada, Graciela Pinto Vitorino","doi":"10.21577/0103-5053.20230050","DOIUrl":"https://doi.org/10.21577/0103-5053.20230050","url":null,"abstract":"This research aims to study fluconazole (FNZ)-solvent interactions in pure solvents through theoretical and experimental solvatochromism. This study showed a bathochromic shift as the polarity of the solvent increases, where the excited state of FNZ is of higher polarity and lower energy than that of the ground state. The multiparametric statistical analysis highlighted solvent polarizability, dispersion, and electronic induction as solvent parameters of great importance, with the basicity of solvent and hydrogen bond acceptor capacity as having certain relevance. The thermochromic effect was also determined by exposing the three pKa values of FNZ. In conclusion, this study shows the importance of the π-π stacking interaction of the FNZ dihalogenated phenyl ring, the solvent basicity for the hydroxyl group, and its acidity for the N4’ of one of the triazoles stand out, as well as the acid-base equilibria involving the -OH group and the two N4’.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68334029","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jeovana Pacheco, Jhonathas Brito, C. D. dos Santos, C. Bezerra, F. Damos, R. Luz
{"title":"A Simple Method for Determination of Chloroquine Based on Electrogenerated Chemiluminescence","authors":"Jeovana Pacheco, Jhonathas Brito, C. D. dos Santos, C. Bezerra, F. Damos, R. Luz","doi":"10.21577/0103-5053.20230053","DOIUrl":"https://doi.org/10.21577/0103-5053.20230053","url":null,"abstract":"Chloroquine is a drug belonging to the aminoquinoline family that is widely used for treating diseases such as lupus, cancer, and malaria. In this sense, the present work describes the development of a simple method based on electrogenerated chemiluminescence (ECL) and a screen-printed carbon electrode (SPE) modified with carbon black for chloroquine determination. The carbon black modified SPE was characterized by scanning electron microscopy, Raman spectroscopy, cyclic voltammetry and linear sweep voltammetry to obtain the ECL-potential curves. The ECL method is based on the chemiluminescence resulting from the interaction between chloroquine and the tris(2’2-bipyridyl) ruthenium(II) complex. Under optimized experimental conditions, the method showed a wide linear working range between 0.5 and 500 µmol L-1. The method presented good precision and accuracy in drug samples used in the treatment of malaria and artificial urine sample, showing recovery values from 100 to 103% and 99 to 103%, respectively.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68335702","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
M. Porcel, Júnior Staudt, Gustavo Spohr, Camila da Silva, C. Borba
{"title":"Effect of the Temperature and Molar Ratio of Water-Oil on the Enzymatic Hydrolysis Kinetics of the Soybean Oil: Experimental and Mathematical Modeling","authors":"M. Porcel, Júnior Staudt, Gustavo Spohr, Camila da Silva, C. Borba","doi":"10.21577/0103-5053.20230061","DOIUrl":"https://doi.org/10.21577/0103-5053.20230061","url":null,"abstract":"The objective of this paper was to evaluate the kinetics of the hydrolysis of soybean oil by the action of the Lipozyme® TL IM enzyme varying the operational conditions of molar ratio water/oil (9:1-60:1) and temperature (40-64 °C). To describe the experimental data, a mathematical model based on the kinetic mechanism of Ping-Pong Bi Bi (PPBB) was proposed, in which the following steps were not considered formation of the complex enzyme/oil substrate, and formation of the acylated enzyme/oil substrate complex. The results of enzymatic hydrolysis of soybean oil indicated a yield in free fatty acids of 76% at the molar ratio of 46:1 and temperature of 52 °C. Furthermore, based on the values of the determination coefficient and root mean square error, the mathematical model based on the kinetic mechanism of PPBB showed good agreement with the experimental data in a relatively wide temperature range. Thus, it can be a useful tool for the optimization and assessment of the mechanisms of enzymatic hydrolysis of vegetable oil.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68338843","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Formation of α,β-Unsaturated Imines in Apolar Aprotic Solvent: Effect of Hidden Acid Catalysts Analyzed by Theoretical Calculations","authors":"Virginia C. Rufino, Josefredo Pliego Jr.","doi":"10.21577/0103-5053.20230063","DOIUrl":"https://doi.org/10.21577/0103-5053.20230063","url":null,"abstract":"A theoretical investigation of the 1,2-additon and 1,4-addition reactions of benzylamine to crotonaldehyde in toluene solution is reported in this study, including the effect of trace amounts of acetic acid (AcOH) and methanesulfonic acid (CH3SO2OH). We have determined the reaction free energy profile and performed a detailed microkinetic analysis. Our results point out that this reaction system needs catalysis to take place and it was found that CH3SO2OH is a powerful catalyst, outperforming AcOH in lowering the free energy barrier for the 1,2-addition reaction, which leads to the formation of a,b-unsaturated imine. On the other hand, the 1,4-addition reaction has the direct nucleophilic attack of benzylamine to the b-carbon of s-cis conformation of crotonaldehyde as the rate-determining step, corresponding to slow kinetics. Our results suggest that the experimentally observed formation of the imine can be explained by the presence of hidden acid catalysts present in the reaction medium.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68339038","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Josane Cardim de Jesus, Lucas Reis, M. Santos, Leandro Santos, S. Ferrão
{"title":"Chemical Characterization of Aspartic Protease from Artichoke Flower (Cynara cardunculus L. var scolymus) Using MIR Spectroscopy and Analytical Measurements","authors":"Josane Cardim de Jesus, Lucas Reis, M. Santos, Leandro Santos, S. Ferrão","doi":"10.21577/0103-5053.20230065","DOIUrl":"https://doi.org/10.21577/0103-5053.20230065","url":null,"abstract":"Vegetable proteases have been studied as milk coagulants, and artichoke flower (Cynara cardunculus L. var scolymus) has potential coagulant action as a substitute for microbial chymosin. The objective was to perform chemical characterization of aspartic proteases from artichoke flower (Cynara cardunculus L. var scolymus) by mid-infrared spectroscopy (MIR) and analytical measurements. Artichoke flower extracts were obtained and crude thistle flower extract and microbial chymosin were used as a reference. Plant extracts and microbial chymosin were analyzed for protein concentration, proteolytic activity (PA), milk clotting activity (MCA), specificity ratio (SR), effects of pH, temperature, NaCl and CaCl2 concentration on MCA and PA and characterized by electrophoretic, spectroscopic, chromatographic and storage stability. The results indicated that the crude extract of artichoke flower showed high MCA (510.08 SU mL-1 ), low PA (10.50 µg mg-1), SR (48.57) and storage stability for up to 90 days under frozen. The electrophoretic profile of artichoke flower resulted in a protein band with an apparent molecular weight of 32 kDa, associated with cardosin A. Artichoke flower may be a new alternative for commercial plant proteases with active enzymes for milk coagulation.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68339131","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Featured Properties of the Adsorption of Tebuconazole on Ag Surface Characterized through SERS Spectroscopy","authors":"R. de Oliveira, A. C. Sant’Ana","doi":"10.21577/0103-5053.20230042","DOIUrl":"https://doi.org/10.21577/0103-5053.20230042","url":null,"abstract":"Pesticides present utmost importance in modern agriculture and are extensively used in countries with strong agricultural activity, such as Brazil. However, these substances are considered a significant part of environmental contamination by organic compounds. In the present work, Raman spectroscopy was employed in the vibrational characterization of the fungicide tebuconazole and surface-enhanced Raman scattering spectroscopy to the study of the adsorption of this compound on the surface of Ag nanoparticles. The proposed chemical interaction between tebuconazole and the metallic surface was inferred by relating experimental results and vibrational assignment supported by density functional theory calculations. The vibrational assignments of surface-enhanced Raman scattering spectra, by considering surface selection rules, suggest that the adsorption of the tebuconazole with Ag surface occurs by interactions of phenyl and triazole groups simultaneously. For the case of the interaction with the phenyl group, a modification of the charge distribution in the ring after adsorption was hypothesized, which was supported through the analysis of the frontier molecular orbitals of the Ag-tebuconazole complex calculated by density functional theory.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68333265","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Cristian Braga, G. Bessegato, K. Maestre, F. Quiñones, H. Alves, Leandro Santana Da Silva, Renato Eising, R. Bariccatti
{"title":"Photocatalytic Degradation of Bentazon Pesticide by a Fe2O3-TiO2 Composite Catalyst Irradiated by UVA, UVB, and Natural Light","authors":"Cristian Braga, G. Bessegato, K. Maestre, F. Quiñones, H. Alves, Leandro Santana Da Silva, Renato Eising, R. Bariccatti","doi":"10.21577/0103-5053.20230039","DOIUrl":"https://doi.org/10.21577/0103-5053.20230039","url":null,"abstract":"Environmental pollution by contaminants of emerging concern, among these various pesticides, has been a concern of environmentalists and scientists around the world. Thus, efforts to mitigate the impacts of these substances have been carried out, and the use of advanced oxidation processes, such as photocatalysis, is an alternative. This work sought to synthesize a composite photocatalyst based on iron oxides and titanium dioxide to assess its applicability in degrading the herbicide bentazon (BTZ) by a lamp that simulates the solar spectrum (visible, ultraviolet A and ultraviolet B) and sunlight. Photocatalytic degradation reached 51% in 120 min with a rate constant k = 0.0058 min−1 when a UV-Vis lamp of 300 W was used. The applicability was demonstrated under sunlight radiation, reaching 38% degradation of a bentazon solution (4.1 × 10−4 mol L−1) after 320 min. TiO2 and Fe2O3 were synthesized similarly but showed no degradation under the same conditions. Thus, Fe2O3-TiO2 is an inexpensive and non-toxic material capable of efficiently conducting the photocatalytic degradation of organic compounds, such as the bentazon herbicide.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68333439","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Theoretical Study of 2,6-Dichloro-3-methyl-1,4-benzoquinone Interacting with Graphene","authors":"Leandro Sobrinho, S. Guerini","doi":"10.21577/0103-5053.20230041","DOIUrl":"https://doi.org/10.21577/0103-5053.20230041","url":null,"abstract":"Humans, animals and wildlife can suffer consequences due to exposure to toxic substances present in the environment, such as disinfection by-products, the halo benzoquinones, which are formed through reactions between chlorine and natural organic matter present in the water. In this paper, the interaction of 2,6-dichloro-3-methyl-1,4-benzoquinone with graphene layer was investigated by ab initio methods based on the density functional theory. The results show that 2,6-dichloro-3-methyl-1,4-benzoquinone adsorption changes the electronic properties of the nanostructure depending on molecule adsorption site. The calculated binding energies show that this molecule interacts with graphene through a chemical adsorption process when the 2,6-dichloro3-methyl-1,4-benzoquinone molecule is parallel to the graphene layer. Our results are promising because they indicate the ability of graphene to serve as a filter for toxic substances present in the water.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68333632","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Elaine C Scherrer, Ydia M. Valadares, C. Alves, A. Carli, Bárbara Fernandes, P. Carvalho, Karla Ramos, M. Salvador, J. D. da Silva, Fernando Silva, Â. Denadai, S. Castro
{"title":"Ursolic Acid Derivatives Down Regulate Inflammatory Mediators","authors":"Elaine C Scherrer, Ydia M. Valadares, C. Alves, A. Carli, Bárbara Fernandes, P. Carvalho, Karla Ramos, M. Salvador, J. D. da Silva, Fernando Silva, Â. Denadai, S. Castro","doi":"10.21577/0103-5053.20230036","DOIUrl":"https://doi.org/10.21577/0103-5053.20230036","url":null,"abstract":"Ursolic acid (UA) is being investigated due to its anti-inflammatory potential, and structural modifications can enhance its biological activities. The aim of this study was to evaluate the immunomodulatory effect of the ursolic acid derivatives (UAD) in macrophages and in the carrageenan-induced paw edema model. RAW264.7 cells were cultured in the presence or absence of UA or UAD (1-18). Nitric oxide (NO), nuclear factor kappa B (NF-κB), tumor necrosis factor (TNF), and cellular viability were measured. 30 min before the carrageenan-induced paw edema, the UAD1 and UAD2 (200 mg kg-1) were administered intraperitoneally. The results showed that UAD2-4, UAD7, UAD9-11 had half maximal inhibitory concentration (IC50) greater than 90 µM and were able to reduce NO, NF-κB and TNF production. Moreover, UAD1 and UAD2 reduced paw edema and IL-6 production. In conclusion, the results obtained demonstrated a variation in the response between the derivatives due to the chemical modifications, showing potential to reduce the inflammatory mediators, deserving further investigations.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68332702","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Wélida Tamires Alves da Silva, Geovânia C de Assis, Roberta Anjos de Jesus, R. Motta, Luiz Fernando Ferreira, Yolice Patricia Ruiz, A. Galembeck, R. Schneider, R. D. de Oliveira
{"title":"Silver Nanocatalyst Supported on Waste-Based Polystyrene Foam for Thermal and Plasmonic Reduction of p-Nitrophenol","authors":"Wélida Tamires Alves da Silva, Geovânia C de Assis, Roberta Anjos de Jesus, R. Motta, Luiz Fernando Ferreira, Yolice Patricia Ruiz, A. Galembeck, R. Schneider, R. D. de Oliveira","doi":"10.21577/0103-5053.20230044","DOIUrl":"https://doi.org/10.21577/0103-5053.20230044","url":null,"abstract":"Disposal of plastics into the environment has been one of the major problems for the environment. The accumulation of polystyrene (PS) occurs in an accelerated way and, therefore, its reuse is challenging. Polystyrene nanocomposites impregnated with Ag nanoparticles (PS/AgNP) are generated from polystyrene residues and can be applied in the catalytic and plasmonic photo-catalytic reduction of phenolic compounds such as p-nitrophenol (PNP) to p-aminophenol (PAP). The AgNP were synthesized by a reverse micelle method resulting in nanoparticles with sizes in a range of 31.1-34.0 nm. The organocolloid was characterized by UV-Vis and dynamic light scattering (DLS), demonstrating the preparation of spherical nanoparticles. The preparation of the PS/AgNP, obtained using a thermally induced phase separation method (TIPS), was confirmed by means of scanning electron microscopy (SEM), X-ray diffraction (XRD), laser-induced breakdown spectroscopy (LIBS), and Fourier transform visible infrared spectroscopy (FTIR). Nanocomposites showed impressive performance in the catalytic and plasmonic photocatalytic reduction under blue light irradiation, reaching up to 98% conversion, being a promising material for wastewater treatment as well as other various environmental issues. We used blue light to observe the plasmonic effect of silver nanoparticles, and no previous reports of this composite for PNP reduction using blue light photocatalysis were found.","PeriodicalId":17257,"journal":{"name":"Journal of the Brazilian Chemical Society","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2023-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"68333306","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}